تفاعل #1509588

ord-621cc250a12749e2ad2a403d76975118

معادلة التفاعل

COC(=O)c1cc(NC(=O)OC(C)(C)C)cc(C(C)(C)C)c1
Methyl 3-(tert.-butoxycarbonylamino)-5-tert-butylbenzoate
O=C(O)C(F)(F)F
TFA
CCOC(=O)c1cc(N)cc(C(C)(C)C)c1
ethyl 3-amino-5-tert-butylbenzoate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated in vacuum
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in DCM
  3. 3
    استخلاصextracted with aqueous sodium bicarbonate solution
  4. 4
    أخرىThe organic layer was separated
  5. 5
    تجفيفdried over sodium sulphate
  6. 6
    تركيزconcentrated in vacuum

الإجراء التجريبي

Methyl 3-(tert.-butoxycarbonylamino)-5-tert-butylbenzoate (0.42 g) was dissolved in DCM (5 ml). To the resulting solution, TFA (1 ml) was added, the mixture was stirred for 30 min at room temperature and then concentrated in vacuum. The residue was dissolved in DCM and extracted with aqueous sodium bicarbonate solution. The organic layer was separated, dried over sodium sulphate and concentrated in vacuum to yield ethyl 3-amino-5-tert-butylbenzoate (0.28 g), which was used for the synthesis of example 112 without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE045323E1uspto-grants-2015_01